I first met Jessie during the summer when she would come to the Senior League baseball games to watch her son play ball. I was the coach. As with most youth athletic programs, some parents come to the games, some don't, but as the season wore on and the team was winning ballgames, more of the moms were showing up and sitting in the stands behind our bench. Several of the moms were hot and dressed the part with short cut-offs and halter tops, but Jessie is the one that always stood out, and I'd sneak peeks at her as often as I could from behind my sunglasses. She was a knockout: probably fortyish judging by the ages of her kids but she could easily pass for thirty, long and lean, maybe 5-7 or 5-8, nice ass, big smile, wild dark shoulder-length frizzy hair and a slight crook in her nose that I found irresistible. And hers was the only black face in the crowd.
Her son James was thirteen, one of the two best players on the team and the only black kid. He was a good kid with good skills and an attitude to match. He played shortstop and third base and I'd worked with him and helped him become a pretty good pitcher too.
My name is Rob. I'm six feet tall and about 165 pounds, thin from years of distance running in addition to the baseball, with dirty blond hair, blue eyes, German ancestry, about as white bread as you could get. That summer I was 28, unmarried, no kids, unusual for a youth league coach, as most coaches are parents of the kids playing. But knowledge of baseball was one thing I had to offer and it was one small way I was giving something back to the community.
James was a very polite kid, coachable and we got along well. He never mentioned his dad so I figured maybe there wasn't one in the picture, and his mother always came to the games alone or with a friend. I never spoke to his mom that much other than to say Hi or Goodbye, or a brief few words here and there, but we shared glances and smiles before and after games and practices. I caught her checking me out a few times and she caught me checking her out too despite my trying to hide behind my shades. She'd just flash her little smirk and I knew she had caught me. When the season ended and the balls and bats were put away I figured that the next time I'd see Jessie would be at practice the next spring, but I ended up seeing her just a few weeks later.
One of the fund raisers the league had every year was a big crab feast. After the season and the playoffs and the tournaments were over, the league would rent the Elks Lodge and hire a well-known band and bring in the crabs and the burgers and the beer trucks and five or six hundred people would pack the place, stay for hours drinking and eating and partying. Naturally I planned to attend and so I went with Geri, who was one of the league officers and another hot mom, maybe 5-6, 120, brown hair, blue eyes and a shapely bod. She'd show up at games in short shorts and tube tops with her sweaty nipples sticking through and gave all the coaches hard-ons. They all wanted to fuck her for sure, but I'm the only one who ever did. She happened to live around the corner from me, so we were neighbors and had become friends. She was divorced and horny and I was single and there. She had two kids at home so she'd come over to my house and fuck me every now and then. She'd call and ask what I was doing, I'd say oh not much, then I'd invite her over and five minutes later she'd knock on my door. We'd sit on the sofa and talk or watch TV or whatever and within a few minutes we'd be kissing, then our hands would be rubbing crotches, then unbuckling jeans, then pulling down pants and then my dick would end up inside her. We'd usually fuck, then hold each other and talk for a while and then I'd finger her and she'd get hot and we'd fuck again. Then she'd say she had to get home to her kids and she'd pull her pants back on, kiss me goodbye and be out the door. I was strictly a maintenance fuck for her and we both knew it.
Geri and I had kept it discreet, and both knew it was not going anywhere, but she asked me to escort her to the crab feast. That way she wouldn't have to go alone and have all the other coaches hitting on her. So we went together, turned a few heads when we arrived, and then we each just mingled on our own.
I'd been there about an hour or so, talking to the various coaches and other people I knew when I spotted Jessie. I had just gotten a beer and turned around and was scanning a few tables when I saw her looking at me. Our eyes met and we smiled simultaneously as she waved to me. She wore khaki shorts and a snug white t-shirt that hugged her slim torso and perky tits and gave perfect contrast to her smooth creamy coffee skin. I walked toward her table.
There was an open chair to her left and she urged me to sit. I did, and we said our hellos and I squeezed her left hand with my right. She briefly introduced me to the woman to her right, a woman I recognized but didn't know.
"So, how you doin', Coach?" she asked. "Enjoying the offseason so far?
"Oh, okay I guess. Just going through the withdrawal symptoms, you know," I said.
She replied skeptically, "Withdrawal symptoms? You mean to tell me you miss the baseball? Or do you mean you miss the boys?"
"No, I miss checking out those hot moms in the bleachers!" I said with a grin.
She burst out laughing, an infectious cackle that drew a few glances. Slightly embarrassed, she covered her mouth with her hand. As she removed her hand her lips curled into a coy smile. "Anyone in particular?" she asked.
I pretended to be confused, trying to remember. "Uh, let me see, what was her name?" I said. "The real foxy one with the afro sheen...what was it? James's mom. Was it Jessica?"
She blushed and shook her head. "You can call me Jessie."
"Okay, Jessie. And you can stop calling me Coach. You remember my real name, don't you?"
"How could I forget?" she asked. "All I heard from James all summer long was Mr. Rob this, Mr. Rob that. And thank you for being so good to those boys. I've talked to the other parents and we all agree that we were very lucky we got you for our coach."
Now I blushed. "Aw shucks ma'am, thanks. And how is James doing these last few weeks without me yelling at him to stop dropping his shoulder?"
"Oh, he's managing. It's time to concentrate on school now."
We chatted about James for a couple minutes, and then I went to fetch a pitcher of beer. When I returned I poured our brews and continued the conversation.
"You have a daughter, too, right? College girl. What's her name?" I remembered that she'd come to a game once.
"Jackie."
"Right, Jackie. How's she doing?"
"Oh she's fine. Off to college. She's a junior at State University."
"Good for her. Good school," I replied. "That's where I went."
We talked a minute or two about Jackie and then there was an awkward pause.
"So," I said. "Is there anybody else over there at Jessie's house I should ask about?"
"No. I don't think so."
"No. You sure?"
Her mouth twisted back to a sly grin, and then mine did too. "Well, we have a dog." She was enjoying this.
"A dog," I said. "How's the dog?"
"She's fine."
We both wore grins and her brown eyes bored into mine.
"I'm pretty smooth, huh?"
She cackled again and I laughed out loud.
"Now comes the hard part," I said as our laughter abated. "No pun intended," I added, and she laughed again.
